AI’s Security Crisis: Why Your Assistant Might Betray You – Last Week in AWS Podcast

August 22, 2025

Portrait of Simon Willison with short brown hair and glasses, wearing a maroon shirt, in front of a brick wall; design includes text "SIMON WILLISON" and "Screaming in the Cloud" with a cartoon angry cloud logo.

On this episode of Screaming in the Cloud, Corey Quinn talks with Simon Willison, founder of Datasette and creator of LLM CLI about AI’s realities versus the hype. They dive into Simon’s “lethal trifecta” of AI security risks, his prediction of a major breach within six months, and real-world use cases of his open source tools, from investigative journalism to OSINT sleuthing. Simon shares grounded insights on coding with AI, the real environmental impact, AGI skepticism, and why human expertise still matters. A candid, hype-free take from someone who truly knows the space.

Source: AI’s Security Crisis: Why Your Assistant Might Betray You – Last Week in AWS Podcast

If you paid any sort of attention, we quote Simon Wilson quite a bit here at Elsewhere on Conffab.

Not only does he have a tremendous track record as one of the co-inventors of the Django framework, with a huge amount of work in Python, founder of the late lamented Lanyrd site, and then CTO at Eventbrite for a long time, Over the last three years or so, he’s become one of the real go-to voices on software development with large language models and on large language models more broadly.

SummonWillison.com is a daily go-to where Summon writes frequently on these topics. And if there’s a podcast interview with him by anyone, I will listen to it and recommend it.